Facile synthesis of 1,4-diketones via three-component reactions of α-ketoaldehyde, 1,3-dicarbonyl compound, and a nucleophile in water,Green Chemistry

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Facile synthesis of 1,4-diketones via three-component reactions of α-ketoaldehyde, 1,3-dicarbonyl compound, and a nucleophile in water
Green Chemistry ( IF 9.3 ) Pub Date : 2018-02-06 00:00:00 , DOI: 10.1039/c7gc03644b
Jian Yang _{1,

2,

3,

4,

5} , Fuming Mei _{1,

2,

3,

4,

5} , Shitao Fu _{1,

2,

3,

4,

5} , Yanlong Gu _{1,

2,

3,

4,

5}

Affiliation

Three-component reactions of alkylglyoxals, 1,3-dicarbonyl compounds, and a nucleophile were performed under aqueous and catalyst-free conditions, which produced 1,4-diketone scaffolds in a straightforward way. Many compounds, such as indole, azaindole, pyrrole, 2-methylfuran, N,N-dimethylaniline, N-methylaniline, thiophenol, and benzyl mercaptan, were all able to act as nucleophiles to react with alkylglyoxal and 1,3-dicarbonyl compounds. The mechanim of this reaction was also investigated. The obtained 1,4-diketones can be easily converted to many valuable chemicals.

中文翻译：

通过α-酮醛，1,3-二羰基化合物和亲核试剂在水中的三组分反应轻松合成1,4-二酮

烷基乙二醛，1，3-二羰基化合物和亲核试剂的三组分反应是在无催化剂的含水条件下进行的，从而直接生成了1,4-二酮骨架。许多化合物，例如吲哚，氮杂吲哚，吡咯，2-甲基呋喃，N，N-二甲基苯胺，N-甲基苯胺，苯硫酚和苄硫醇，都能够充当亲核试剂与烷基乙二醛和1,3-二羰基化合物反应。还研究了该反应的机理。所获得的1,4-二酮可轻松转化为许多有价值的化学物质。

更新日期：2018-03-20

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